DE69517810T2 - Verfahren und diastereomere salze nützlich bei der racemattrennung von racemischer 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylphenyl essigsäure sowie entsprechende diastereomere salze - Google Patents
Verfahren und diastereomere salze nützlich bei der racemattrennung von racemischer 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylphenyl essigsäure sowie entsprechende diastereomere salzeInfo
- Publication number
- DE69517810T2 DE69517810T2 DE69517810T DE69517810T DE69517810T2 DE 69517810 T2 DE69517810 T2 DE 69517810T2 DE 69517810 T DE69517810 T DE 69517810T DE 69517810 T DE69517810 T DE 69517810T DE 69517810 T2 DE69517810 T2 DE 69517810T2
- Authority
- DE
- Germany
- Prior art keywords
- alpha
- hydroxydiphenylmethyl
- hydroxybutyl
- piperidinyl
- racemic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract 3
- 150000003839 salts Chemical class 0.000 title abstract 3
- -1 HYDROXYDIPHENYLMETHYL Chemical class 0.000 title abstract 2
- 238000000926 separation method Methods 0.000 title 1
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- IWYDHOAUDWTVEP-SSDOTTSWSA-N (R)-mandelic acid Chemical compound OC(=O)[C@H](O)C1=CC=CC=C1 IWYDHOAUDWTVEP-SSDOTTSWSA-N 0.000 abstract 1
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 abstract 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-N mandelic acid Chemical compound OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US24291994A | 1994-05-16 | 1994-05-16 | |
PCT/US1995/004422 WO1995031436A1 (fr) | 1994-05-16 | 1995-04-10 | PROCEDE ET SELS DIASTEREOMERES UTILES POUR LA RESOLUTION OPTIQUE DE α-[4-(1,1-DIMETHYLETHYL)PHENYL]-4-(HYDROXYDIPHENYLMETHYL)-1-PIPERIDINEBUTANOL RACEMIQUE ET DE COMPOSES DERIVES |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69517810D1 DE69517810D1 (de) | 2000-08-10 |
DE69517810T2 true DE69517810T2 (de) | 2000-12-14 |
Family
ID=22916643
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69517810T Expired - Lifetime DE69517810T2 (de) | 1994-05-16 | 1995-04-10 | Verfahren und diastereomere salze nützlich bei der racemattrennung von racemischer 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha,alpha-dimethylphenyl essigsäure sowie entsprechende diastereomere salze |
Country Status (22)
Country | Link |
---|---|
US (3) | US20030078429A1 (fr) |
EP (1) | EP0759904B1 (fr) |
JP (1) | JPH10503752A (fr) |
KR (1) | KR100387459B1 (fr) |
CN (3) | CN1119330C (fr) |
AT (1) | ATE194328T1 (fr) |
AU (1) | AU689578B2 (fr) |
CA (1) | CA2189000C (fr) |
DE (1) | DE69517810T2 (fr) |
DK (1) | DK0759904T3 (fr) |
ES (1) | ES2149357T3 (fr) |
FI (1) | FI114095B (fr) |
GR (1) | GR3034444T3 (fr) |
HK (2) | HK1039485A1 (fr) |
IL (1) | IL113738A (fr) |
MX (1) | MX9605611A (fr) |
NO (1) | NO308031B1 (fr) |
NZ (1) | NZ284277A (fr) |
PT (1) | PT759904E (fr) |
TW (1) | TW424085B (fr) |
WO (1) | WO1995031436A1 (fr) |
ZA (1) | ZA953793B (fr) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6242464B1 (en) | 1996-01-22 | 2001-06-05 | Chiroscience Limited | Single isomer methylphenidate and resolution process |
MX9805870A (fr) * | 1996-01-22 | 1999-01-31 | ||
US5925761A (en) * | 1997-02-04 | 1999-07-20 | Sepracor Inc. | Synthesis of terfenadine and derivatives |
DE10145223A1 (de) * | 2001-09-13 | 2003-04-03 | Basf Ag | Verfahren zur Herstellung von meso-Zeaxanthin |
ITMI20041568A1 (it) * | 2004-07-30 | 2004-10-30 | Dipharma Spa | "polimorfi di fexofenadina base" |
CA2833354C (fr) | 2006-03-14 | 2015-12-15 | University Of Southern California | Dispositif mems et procede de livraison d'agents therapeutiques |
ES2425769T5 (es) | 2007-12-20 | 2017-07-28 | University Of Southern California | Aparato para la administración de agentes terapéuticos |
EP2891501B1 (fr) | 2008-05-08 | 2016-09-21 | MiniPumps, LLC | Procédés de fabrication de pompes d'administration de médicament |
CN104353150A (zh) | 2008-05-08 | 2015-02-18 | 迷你泵有限责任公司 | 可植入泵和用于可植入泵的插管 |
US9333297B2 (en) | 2008-05-08 | 2016-05-10 | Minipumps, Llc | Drug-delivery pump with intelligent control |
US9199035B2 (en) | 2008-05-08 | 2015-12-01 | Minipumps, Llc. | Drug-delivery pumps with dynamic, adaptive control |
SI2387556T1 (sl) * | 2009-01-16 | 2014-09-30 | Basf Se | Separacija enantiomerne meĺ anice (r)- in (s)-3-amino-1-butanola |
CN103497145B (zh) * | 2013-10-10 | 2016-01-27 | 南昌大学 | 一种光学纯多奈哌齐的制备工艺 |
TW202024035A (zh) * | 2018-09-28 | 2020-07-01 | 南韓商賽特瑞恩股份有限公司 | 用於製備(-)-琥珀酸西苯唑啉的新穎方法 |
EP4045499A1 (fr) * | 2019-10-17 | 2022-08-24 | Bayer Aktiengesellschaft | Procédé de préparation de (2-cyanoéthyl (4s)-4-(4-cyano-2-méthoxy-phényl)-5-hydroxy-2,8-diméthyl-1,4-dihydro-1,6-naphtyridin-3-carboxylate par séparation racémique au moyen d'esters d'acide tartrique diastéréoisomères |
IL292180A (en) * | 2019-10-17 | 2022-06-01 | Bayer Ag | A process for the preparation of 2-cyanoethyl (4s)-4-(4-cyano-2-methoxy-phenyl)-5-ethoxy-8,2-dimethyl-4,1-dihydro-6,1-naphthyridine-3-carboxylate on by resolution of racemates using diastereomeric tartaric acid esters |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3452086A (en) * | 1966-04-29 | 1969-06-24 | Bristol Myers Co | Substituted tartranilic acid resolving agents |
IT951631B (it) * | 1971-03-18 | 1973-07-10 | Richardson Merrell Spa | Composti utili per la separazione di isomeri ottici geometrici e strutturali e relativo procedimen to di sintesi |
US3878217A (en) * | 1972-01-28 | 1975-04-15 | Richardson Merrell Inc | Alpha-aryl-4-substituted piperidinoalkanol derivatives |
FR2201108B1 (fr) * | 1972-09-25 | 1977-12-23 | Copier Henri | |
US4128663A (en) * | 1977-03-15 | 1978-12-05 | The Upjohn Company | Anilide derivatives as antidepressants |
US4285957A (en) * | 1979-04-10 | 1981-08-25 | Richardson-Merrell Inc. | 1-Piperidine-alkanol derivatives, pharmaceutical compositions thereof, and method of use thereof |
US4254129A (en) * | 1979-04-10 | 1981-03-03 | Richardson-Merrell Inc. | Piperidine derivatives |
EP0108817A1 (fr) * | 1982-11-06 | 1984-05-23 | Kanegafuchi Chemical Industry Co., Ltd. | Composition stable de S-adénosyl-L-méthionine et sa méthode de préparation |
JPS59210086A (ja) * | 1983-05-13 | 1984-11-28 | Kyowa Hakko Kogyo Co Ltd | Dx―52―1類及びその塩類 |
US5011989A (en) * | 1987-10-09 | 1991-04-30 | Sumitomo Chemical Company, Limited | Optically active hydroxybenzylamine |
US4931557A (en) * | 1988-10-17 | 1990-06-05 | Eli Lilly And Company | Method of resolving cis 3-amino-4-(2-furyl)vinyl)-1-methoxycarbonylmethyl-azetidin-2-one and di-p-toluoyl-tartaric acid salts thereof |
US4968837A (en) * | 1989-07-28 | 1990-11-06 | Ethyl Corporation | Resolution of racemic mixtures |
-
1995
- 1995-04-10 CA CA002189000A patent/CA2189000C/fr not_active Expired - Lifetime
- 1995-04-10 AU AU22840/95A patent/AU689578B2/en not_active Expired
- 1995-04-10 WO PCT/US1995/004422 patent/WO1995031436A1/fr active IP Right Grant
- 1995-04-10 EP EP95916294A patent/EP0759904B1/fr not_active Expired - Lifetime
- 1995-04-10 CN CN95193082A patent/CN1119330C/zh not_active Expired - Lifetime
- 1995-04-10 AT AT95916294T patent/ATE194328T1/de active
- 1995-04-10 ES ES95916294T patent/ES2149357T3/es not_active Expired - Lifetime
- 1995-04-10 CN CNB001201409A patent/CN1229346C/zh not_active Expired - Lifetime
- 1995-04-10 KR KR1019960706571A patent/KR100387459B1/ko not_active IP Right Cessation
- 1995-04-10 CN CNB2005101075877A patent/CN100369897C/zh not_active Expired - Lifetime
- 1995-04-10 NZ NZ284277A patent/NZ284277A/en not_active IP Right Cessation
- 1995-04-10 PT PT95916294T patent/PT759904E/pt unknown
- 1995-04-10 MX MX9605611A patent/MX9605611A/es unknown
- 1995-04-10 DE DE69517810T patent/DE69517810T2/de not_active Expired - Lifetime
- 1995-04-10 JP JP7529641A patent/JPH10503752A/ja not_active Ceased
- 1995-04-10 DK DK95916294T patent/DK0759904T3/da active
- 1995-05-10 ZA ZA953793A patent/ZA953793B/xx unknown
- 1995-05-11 TW TW084104669A patent/TW424085B/zh not_active IP Right Cessation
- 1995-05-15 IL IL11373895A patent/IL113738A/xx not_active IP Right Cessation
-
1996
- 1996-11-14 FI FI964566A patent/FI114095B/fi not_active IP Right Cessation
- 1996-11-15 NO NO964858A patent/NO308031B1/no not_active IP Right Cessation
-
2000
- 2000-09-20 GR GR20000402136T patent/GR3034444T3/el unknown
-
2001
- 2001-12-27 HK HK01109104A patent/HK1039485A1/xx not_active IP Right Cessation
-
2002
- 2002-07-10 US US10/192,444 patent/US20030078429A1/en not_active Abandoned
-
2004
- 2004-01-29 US US10/767,790 patent/US20040186137A1/en not_active Abandoned
-
2005
- 2005-09-15 US US11/227,246 patent/US20060014793A1/en not_active Abandoned
-
2006
- 2006-08-15 HK HK06109035.2A patent/HK1088603A1/xx not_active IP Right Cessation
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition | ||
8327 | Change in the person/name/address of the patent owner |
Owner name: AVENTIS INC. (N.D.GES.D. STAATES PENNSYLVANIA), GR |
|
8327 | Change in the person/name/address of the patent owner |
Owner name: AVENTISUB II INC., GREENVILLE, DEL., US |